A mountainous landscape with autumn foliage.

B&B in Town of Olive

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Check prices for these dates

Next weekend
23 Oct - 25 Oct
In two weeks
30 Oct - 1 Nov
In one month
13 Nov - 15 Nov
In two months
11 Dec - 13 Dec

Our top choices for Town of Olive bed & breakfast

A breakfast table with a painting of a barn, bowls of fruit, pastries, and a toaster.

1. Shandaken Inn

Shandaken Inn
4.0 star property
Shandaken
10.0 out of 10, Exceptional, (324 reviews)
"Great"
United States
Gabriele
The price is 3.687.530 ₫
4.130.189 ₫ total
includes taxes & fees
27 Oct - 28 Oct
Shandaken Inn
A covered porch with rocking chairs and a red door.

2. Kingston Carriage House

Kingston Carriage House
4.0 star property
Rondout
9.2 out of 10, Wonderful, (56 reviews)
"It was a cozy place and my family loved it. The record player was a nice touch"
United States
Michelle
The price is 6.276.270 ₫
7.310.600 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Kingston Carriage House
A park with Adirondack chairs and a table, surrounded by trees.

3. Mountain Treasure B&B

Mountain Treasure B&B
3.0 star property
Maplecrest
9.4 out of 10, Exceptional, (304 reviews)
"Service and breakfast were very good"
United States
Daniel
The price is 4.294.752 ₫
4.638.332 ₫ total
includes taxes & fees
26 Oct - 27 Oct
Mountain Treasure B&B
A stone bridge over a calm river surrounded by autumn foliage.

4. Journey Inn Bed & Breakfast

Journey Inn Bed & Breakfast
4.0 star property
Hyde Park
9.6 out of 10, Exceptional, (362 reviews)
The price is 6.262.578 ₫
7.084.882 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Journey Inn Bed & Breakfast
A large, multi-story house with a prominent tower, surrounded by a well-maintained lawn and trees.

5. Fairlawn Inn

Fairlawn Inn
3.0 star property
Hunter
8.8 out of 10, Excellent, (442 reviews)
"We had the most lovely stay. It was really cute and the host was so friendly. The breakfast on the wrap around porch was the cherry on top of a great weekend."
United States
Rachel
Fairlawn Inn
A rustic hall with wooden beams, long tables set for dining, and a high ceiling with exposed beams.

6. Stonehill's Farmhouse

Stonehill's Farmhouse
3.5 star property
Accord
9.0 out of 10, Wonderful, (62 reviews)
The price is 6.379.272 ₫
8.451.759 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Stonehill's Farmhouse
A serene garden with a stone pathway, a small bridge, and a bench.

7. Morning Glory B n B Woodstock NY

Morning Glory B n B Woodstock NY
3.0 star property
Woodstock
8.6 out of 10, Excellent, (170 reviews)
"We had a great time! The host was super sweet and helpful, and the breakfast was delicious. Would stay again!"
United States
Lucian
The price is 5.679.108 ₫
6.360.601 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Morning Glory B n B Woodstock NY
A house with a porch and a sign that reads "Kroer Kun bed & breakfast".

8. River Run Bed and Breakfast

River Run Bed and Breakfast
3.0 star property
Fleischmanns
9.2 out of 10, Wonderful, (210 reviews)
"Excellent stay!!!"
United States
Donna
The price is 4.123.188 ₫
4.535.507 ₫ total
includes taxes & fees
8 Nov - 9 Nov
River Run Bed and Breakfast
A view through an archway with a hanging light fixture, a decorative table, and a church with a steeple in the background.

9. Arts Inn

Arts Inn
3.0 star property
Fleischmanns
9.8 out of 10, Exceptional, (39 reviews)
"Very cozy atmosphere with friendly hosts. Would love to stay here again."
United States
Nicole
Arts Inn
A two-story house with a porch and a garden pathway leading to the entrance.

10. Breezy Hill Inn

Breezy Hill Inn
3.0 star property
Fleischmanns
9.6 out of 10, Exceptional, (30 reviews)
"Nice stay"
United States
MAARTEN
Breezy Hill Inn
A campsite with a fire pit surrounded by chairs, set in a forest with a view of distant hills.

11. Coldbrook Bed and Breakfast

Coldbrook Bed and Breakfast
4.0 star property
Bearsville
9.8 out of 10, Exceptional, (20 reviews)
"Beautiful place with delicious breakfast! "
United States
Helena
Coldbrook Bed and Breakfast
A dining room with wooden floors, a fireplace, and floral wallpaper.

12. The Stone House B&B

The Stone House B&B
3.5 star property
Hurley
9.4 out of 10, Exceptional, (73 reviews)
"Close to Kingston and Hwy 87, thus convenient. Friendly host(s), a very pleasant stay. We were okay with no cell phone reception or TV because the wifi was fine, and we enjoyed this quiet getaway. Breakfast was tasty, artisan bread, large portions of fresh fruit. Restful and comfortable."
United States
terrence
The Stone House B&B
Terrace/patio

13. VacationHouse Bed & Breakfast

VacationHouse Bed & Breakfast
3.0 star property
Ulster Park
VacationHouse Bed & Breakfast
A traditional room with a fireplace, a sofa, a striped armchair, and a patterned rug.

14. A Kingston Bed & Breakfast

A Kingston Bed & Breakfast
3.5 star property
Kingston
10.0 out of 10, Exceptional, (8 reviews)
"The Bed and Breakfast was a beautiful place it was clean friendly and restful. The people were friendly and very helpful with recommending local activities. Would recommend it for a getaway!"
United States
john
A Kingston Bed & Breakfast
Breakfast meal

15. The Homestead

The Homestead
3.0 star property
Saugerties
9.2 out of 10, Wonderful, (7 reviews)
"Our room was beautiful. We did see bugs. Loved the area. Be aware location is vegan with a shared bath. Check is time is restricted. Be aware. Also, TV is in the common area only. "
United States
A J Glaister
The Homestead
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Town of Olive Hotel Reviews

SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie

10/10 Excellent
"Everything we needed for our stay, clean room and friendly staff, easy to park was a plus!! Idk how hotels are ranked but this is definitely better than a 2star in my opinion. I have been all over the place staying in hotels and this was a great experience!! Especially if all you need is a place to clean up and lay your head, that’s all we usually use hotels for because we are always on the go doing activities when needing a hotel!"
Richard 2-night trip
Posted 1 hour ago
SureStay Plus Hotel by Best Western Highland Poughkeepsie

Find out more about Town of Olive

Town of Olive B&B information

Number of reviews
1,856
Accommodation
15 B&B
Lowest Price
4.130.189 ₫
Highest Price
8.451.759 ₫